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Vacation rentals in Cayman Islands, Caribbean

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All 354 Rentals in Cayman Islands
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From
$163
Per Night
Cayman Brac
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
5 photos Details
Reviews (2) Make Enquiry
From
$140
Per Night
Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 3
5 photos Details
Reviews (3) Make Enquiry
From
$353
Per Night
Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
17 photos Details
Reviews (1) Make Enquiry
Also consider
Luxury Oceanfront Condos on Cayman Brac
2 Bedrooms, sleeps 6
$147 / night
Luxury Beachfront Villa w/ Pool 4BR In Harmony
4 Bedrooms, sleeps 10
$1,000 - $1,853 / night
Oceanfront 7 Mile Beach - Email for Specials!
2 Bedrooms, sleeps 5
$412 - $803 / night
Cayman Reef Resort 29 - Ocean Front Resort
3 Bedrooms, sleeps 8
$488 - $733 / night
From
$265
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
13 photos Details
Reviews (6) Make Enquiry
From
$136
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (1) Make Enquiry
From
$136
Per Night
West Bay
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
7 photos Details
Reviews (1) Make Enquiry
From
$97
Per Night
George Town
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
18 photos Details
Reviews (2) Make Enquiry
From
$651
Per Night
Little Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 7
8 photos Details
Reviews (1) Make Enquiry
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From
$1,411
Per Night
Cayman Brac
3 Bedrooms, 3 Bathrooms, Sleeps 10
33 photos Details
Reviews (7) Make Enquiry
From
$309
Per Night
Little Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
23 photos Details
Reviews (1) Make Enquiry
From
$163
Per Night
Cayman Brac
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
27 photos Details
Reviews (2) Make Enquiry
From
$868
Per Night
Cayman Brac
Studio, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (3) Make Enquiry
From
$125
Per Night
Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
16 photos Details
Reviews (1) Make Enquiry
From
$190
Per Night
East End
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
$190
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (4) Make Enquiry
From
$124
Per Night
Cayman Brac
3 Bedrooms, 1 Bathroom, Sleeps 6
16 photos Details
Reviews (6) Make Enquiry
From
$190
Per Night
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
18 photos Details
Reviews (2) Make Enquiry
From
$617
Per Night
Grand Cayman
6 Bedrooms, 5 Bathrooms, Sleeps 14
Bookings
33 photos Details
Reviews (1) Make Enquiry
From
$261
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
47 photos Details
Reviews (9) Make Enquiry
From
$190
Per Night
Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
19 photos Details
Reviews (7) Make Enquiry
From
$119
Per Night
West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
10 photos Details
Reviews (9) Make Enquiry
From
$385
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
28 photos Details
Reviews (12) Make Enquiry
From
$299
Per Night
North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
10 photos Details
Reviews (5) Make Enquiry
From
$140
Per Night
Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
7 photos Details
Reviews (3) Make Enquiry
From
$175
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
$325
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
37 photos Details
Reviews (12) Make Enquiry
From
$190
Per Night
North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (9) Make Enquiry
From
$271
Per Night
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
Bookings
24 photos Details
Reviews (28) Make Enquiry
From
$309
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
25 photos Details
Reviews (45) Make Enquiry
From
$255
Per Night
George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
11 photos Details
Reviews (1) Make Enquiry
From
$271
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
7 photos Details
Reviews (2) Make Enquiry
From
$244
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
7 photos Details
Reviews (16) Make Enquiry
From
$326
Per Night
Grand Cayman
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
28 photos Details
Reviews (3) Make Enquiry
From
$255
Per Night
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
Booking
10 photos Details
Reviews (5) Make Enquiry
From
$1,000
Per Night
Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 12
40 photos Details
Reviews (8) Make Enquiry
From
$173
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
21 photos Details
Reviews (2) Make Enquiry
From
$233
Per Night
Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
23 photos Details
Reviews (5) Make Enquiry
From
$147
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details
Reviews (45) Make Enquiry
From
$129
Per Night
George Town
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
15 photos Details
Reviews (3) Make Enquiry
From
$119
Per Night
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (5) Make Enquiry
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Suitability

  • Wheelchair access (32)
  • Elder access (104)
  • Suitable for children (150)
  • Pet friendly (13)
  • Smoking allowed (12)

Amenities

  • Air Conditioning (322)
  • Internet (259)
  • Other outdoor space (237)
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Cayman Island Beachfront Vacation Villas and Condo Rentals

As an international destination for the affluent, Grand Cayman offers a broad selection of vacation rentals. Luxury condo and villa rentals have emerged as an extremely popular choice for visitors to the aqua paradise surrounding the Cayman Islands. You may choose a comfortable waterfront condo for your romantic escape or a family-friendly beachside villa overlooking the silky sands of Grand Cayman. You and your family will welcome the privacy, space, upscale amenities and freedom to ‘do your own thing.’

Attractions and activities in the Cayman Islands

Whether you seek a pampered holiday complete with spas and constant high-end dining and shopping or a laid back, loll-in-the-hammock seashore vacation; you’ll not be disappointed in the variety of activities the islands offer. The Cayman Islands include three islands with unique landscapes, rhythms and activities. The largest and most vivacious is the Grand Cayman, home to sophisticated financiers, high-end designer boutiques and a broad spectrum of dining options. Water sports take the central spotlight for popular activities – from jet skiing, parasailing and fishing to swimming with sea creatures, diving and meandering along the miles of pure, white sands. Seaside golfing and discovering the protected ecosystem along the Mastic Trail also are popular. And the Queen Elizabeth II Botanic Park provides 65 spectacular acres of rare flora and fauna.

Snorkeling

Cayman Brac and Little Cayman are the smaller Cayman Islands that attract snorkelers, divers and those who embrace the serene pace of life, apart from lively Grand Cayman. Little Cayman offers a unique landscape along its 12-mile by 1-mile stretches, where The Bluff rises to 140 feet above sea level to the east (Brac is Gaelic for Bluff). Diving adventures range from Little Cayman’s calm, reef-protected sounds to daring dives to sunken ships and soaring underwater limestone formations.

Confident choices for waterfront vacation rentals

While the largest offering of luxury rentals is available on Grand Cayman, one magnificent Cayman Brac rental home features an incomparable 330 feet of private beachfront and acres of lovely old sea grape, thatch palm and almond tree forests. Condo and beachfront villa rentals vary in size and provide every convenience of home to welcome guests. In what can be an expensive destination, vacation rentals cut holiday costs by allowing a mix of home-cooked meals and dining excursions. With complete information, numerous photos and unbiased guest reviews, you can choose your rental with absolute confidence.